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Sodium borohydride → HCID 69265731, 화합물

HRID 899242
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HRID 899242 반응식
[Si:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[C:11]([Cl:17])[CH:10]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[Si:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][OH:14])=[C:11]([Cl:17])[CH:10]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 589074694-[(Tert-butyldimethylsilyl)oxy]-2-chlorobenzaldehyde

생성물 1

HCID 69265731HCID 69265731, 화합물수율 95%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of 4-{[tert-butyl(dimethyl)silyl]oxy}-2-chlorobenzaldehyde (WO 2003051797, 1.58 g, 5.83 mmol) in methanol (5 mL) was added sodium borohydride (264 mg, 7.00 mmol) at 0° C. The mixture was stirred at room temperature for 3 h, and quenched by addition of aqueous ammonium chloride. The mixture was extracted with ethyl acetate (200 mL), and the organic layer was washed with brine, dried over sodium sulfate, and evaporated. The residue was purified by column chromatography on silica gel (100 g) eluting with hexane/ethyl acetate (20/1 to 10/1) to afford 1.51 g (95%) of the title compound as a colorless oil:

후처리

  1. customquenched by addition of aqueous ammonium chloride
  2. extractionThe mixture was extracted with ethyl acetate (200 mL)
  3. washthe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. customThe residue was purified by column chromatography on silica gel (100 g)
  7. washeluting with hexane/ethyl acetate (20/1 to 10/1)

출처 및 근거

ORD 기록
ord-3e24289a6cd743ada013ed6d19c19d44
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07354925B2

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